1-(2-Furyl)propane-1,2-dione

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    1438-92-2

    Molecular formula
    C7H6O3

    SMILES
    CC(=O)C(=O)C1=CC=CO1

    Retention indicies (RI)

    • Carbowax: 1340.0

  • Odor profile

    Caramellic 81.94%
    Sweet 68.17%
    Burnt 51.87%
    Nutty 46.23%
    Buttery 45.37%
    Creamy 44.19%
    Spicy 35.99%
    Woody 34.56%
    Fatty 34.02%
    Coumarinic 32.85%

    Scent© AI

  • Properties

    XLogP3-AA
    0.2

    pKa est.
    6.45 (neutral)

    Molecular weight
    138.12 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    244°C

    Melting point expt.

    • 60 - 61 °C

    Flash point est.
    70.79 ˚C

  • Synonyms

    • 1-(2-Furyl)propane-1,2-dione
    • 1438-92-2
    • 1-(furan-2-yl)propane-1,2-dione
    • 1-(2-furyl)-1,2-propanedione
    • alpha-Furyl methyl diketone
    • LLT7R6QD5B
    • 1-(2-Furanyl)-1,2-Propanedione
    • EINECS 215-875-6
    • UNII-LLT7R6QD5B
    • 1,2-Propanedione, 1-(2-furanyl)-
    • a-Furyl methyl diketone
    • (2-furyl)-1,2-propanedione
    • SCHEMBL11538258
    • DTXSID20162553
    • CHEBI:173576
    • 1-(uran-2-yl)propane-1,2-dione
    • AKOS020762192
    • 1-(2'-FURYL)PROPANE-1,2-DIONE
    • 1,2-PROPANEDIONE, 1-(2-FURYL)-
    • NS00024674
    • Q27283058

  • Applications

    1-(2-Furyl)propane-1,2-dione (CAS 1438-92-2) is a furyl-substituted alpha-diketone used mainly as a reactive building block in organic synthesis: its 1,2-dicarbonyl unit is electron-deficient and readily undergoes nucleophilic additions and condensations to assemble valuable heterocycles such as pyrazoles/hydrazones (with hydrazines or hydrazides), isoxazoles and oximes (with hydroxylamine), quinoxalines (with o-phenylenediamines), and imidazoles via Debus–Radziszewski-type protocols; accordingly, it serves as an intermediate toward furyl- and heteroaryl-containing pharmaceutical and agrochemical candidates and as a starter in multicomponent reactions for library generation. Like benzil-type alpha-diketones, it forms bidentate chelate complexes with metals after enolization/deprotonation, enabling applications in homogeneous catalysis, luminescent materials, and chemical sensing. In addition, the absorption and triplet energy-transfer features of the 1,2-dicarbonyl framework have been explored for use as a photosensitizer/photoinitiator in UV-curable resin systems and photochemical studies; in analytical chemistry and food science, it is also employed as a standard/model compound to probe alpha-dicarbonyl reactivity in Maillard and glycation processes and to benchmark diamine-based derivatization methods.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 251.57
    methanol 511.88
    isopropanol 157.54
    water 29.97
    ethyl acetate 314.67
    n-propanol 177.13
    acetone 645.44
    n-butanol 147.68
    acetonitrile 475.68
    DMF 1470.35
    toluene 110.75
    isobutanol 133.87
    1,4-dioxane 610.3
    methyl acetate 399.11
    THF 588.89
    2-butanone 385.97
    n-pentanol 140.4
    sec-butanol 151.98
    n-hexane 23.35
    ethylene glycol 283.51
    NMP 1050.9
    cyclohexane 21.77
    DMSO 1206.37
    n-butyl acetate 127.12
    n-octanol 111.35
    chloroform 470.1
    n-propyl acetate 206.18
    acetic acid 354.69
    dichloromethane 621.04
    cyclohexanone 413.48
    propylene glycol 158.9
    isopropyl acetate 170.49
    DMAc 1099.05
    2-ethoxyethanol 413.14
    isopentanol 135.6
    n-heptane 17.39
    ethyl formate 274.36
    1,2-dichloroethane 465.08
    n-hexanol 111.83
    2-methoxyethanol 658.81
    isobutyl acetate 121.12
    tetrachloromethane 73.96
    n-pentyl acetate 109.0
    transcutol 586.74
    n-heptanol 76.18
    ethylbenzene 94.01
    MIBK 191.49
    2-propoxyethanol 300.15
    tert-butanol 210.38
    MTBE 199.28
    2-butoxyethanol 169.78
    propionic acid 245.1
    o-xylene 117.83
    formic acid 304.97
    diethyl ether 205.74
    m-xylene 110.13
    p-xylene 130.46
    chlorobenzene 204.18
    dimethyl carbonate 254.68
    n-octane 12.51
    formamide 483.32
    cyclopentanone 590.19
    2-pentanone 297.85
    anisole 248.11
    cyclopentyl methyl ether 263.44
    gamma-butyrolactone 685.09
    1-methoxy-2-propanol 413.7
    pyridine 342.88
    3-pentanone 271.33
    furfural 593.59
    n-dodecane 16.37
    diethylene glycol 423.4
    diisopropyl ether 73.38
    tert-amyl alcohol 187.36
    acetylacetone 429.28
    n-hexadecane 18.44
    acetophenone 256.61
    methyl propionate 332.55
    isopentyl acetate 115.22
    trichloroethylene 697.5
    n-nonanol 92.69
    cyclohexanol 158.19
    benzyl alcohol 209.55
    2-ethylhexanol 83.48
    isooctanol 70.18
    dipropyl ether 94.69
    1,2-dichlorobenzene 211.68
    ethyl lactate 160.3
    propylene carbonate 294.75
    n-methylformamide 632.17
    2-pentanol 113.23
    n-pentane 18.53
    1-propoxy-2-propanol 179.84
    1-methoxy-2-propyl acetate 169.09
    2-(2-methoxypropoxy) propanol 191.7
    mesitylene 78.35
    ε-caprolactone 334.96
    p-cymene 57.65
    epichlorohydrin 662.93
    1,1,1-trichloroethane 282.56
    2-aminoethanol 250.45
    morpholine-4-carbaldehyde 837.75
    sulfolane 950.6
    2,2,4-trimethylpentane 21.91
    2-methyltetrahydrofuran 344.88
    n-hexyl acetate 175.65
    isooctane 16.64
    2-(2-butoxyethoxy)ethanol 231.51
    sec-butyl acetate 133.37
    tert-butyl acetate 193.48
    decalin 28.84
    glycerin 343.94
    diglyme 463.79
    acrylic acid 302.01
    isopropyl myristate 82.37
    n-butyric acid 216.09
    acetyl acetate 203.52
    di(2-ethylhexyl) phthalate 77.97
    ethyl propionate 207.74
    nitromethane 914.42
    1,2-diethoxyethane 172.63
    benzonitrile 252.7
    trioctyl phosphate 65.42
    1-bromopropane 183.48
    gamma-valerolactone 667.24
    n-decanol 75.38
    triethyl phosphate 88.29
    4-methyl-2-pentanol 83.15
    propionitrile 263.26
    vinylene carbonate 304.64
    1,1,2-trichlorotrifluoroethane 471.67
    DMS 222.96
    cumene 75.47
    2-octanol 71.75
    2-hexanone 222.75
    octyl acetate 103.25
    limonene 79.53
    1,2-dimethoxyethane 603.69
    ethyl orthosilicate 78.97
    tributyl phosphate 74.5
    diacetone alcohol 247.98
    N,N-dimethylaniline 200.89
    acrylonitrile 437.17
    aniline 172.61
    1,3-propanediol 284.82
    bromobenzene 200.46
    dibromomethane 348.36
    1,1,2,2-tetrachloroethane 504.65
    2-methyl-cyclohexyl acetate 107.85
    tetrabutyl urea 113.24
    diisobutyl methanol 61.27
    2-phenylethanol 147.53
    styrene 119.1
    dioctyl adipate 114.39
    dimethyl sulfate 496.81
    ethyl butyrate 122.06
    methyl lactate 258.54
    butyl lactate 99.06
    diethyl carbonate 98.66
    propanediol butyl ether 195.5
    triethyl orthoformate 91.64
    p-tert-butyltoluene 56.7
    methyl 4-tert-butylbenzoate 182.38
    morpholine 529.3
    tert-butylamine 124.98
    n-dodecanol 62.95
    dimethoxymethane 620.2
    ethylene carbonate 235.57
    cyrene 240.08
    2-ethoxyethyl acetate 153.07
    2-ethylhexyl acetate 94.7
    1,2,4-trichlorobenzene 243.94
    4-methylpyridine 373.39
    dibutyl ether 102.28
    2,6-dimethyl-4-heptanol 61.27
    DEF 473.65
    dimethyl isosorbide 276.0
    tetrachloroethylene 337.6
    eugenol 187.83
    triacetin 191.66
    span 80 131.9
    1,4-butanediol 192.55
    1,1-dichloroethane 327.77
    2-methyl-1-pentanol 134.04
    methyl formate 583.68
    2-methyl-1-butanol 140.83
    n-decane 21.79
    butyronitrile 223.58
    3,7-dimethyl-1-octanol 96.3
    1-chlorooctane 78.37
    1-chlorotetradecane 40.7
    n-nonane 20.45
    undecane 18.79
    tert-butylcyclohexane 28.38
    cyclooctane 12.77
    cyclopentanol 190.24
    tetrahydropyran 283.25
    tert-amyl methyl ether 173.81
    2,5,8-trioxanonane 326.91
    1-hexene 75.17
    2-isopropoxyethanol 254.82
    2,2,2-trifluoroethanol 199.46
    methyl butyrate 268.48

    Scent© AI

1 4

IFRA standard 51

Recommendation
No restriction
Maximum acceptable concentrations in the finished product (%)
Category 1
Products applied to the lips
 No restriction Category 7A
Rinse-off products applied to the hair with some hand contact
 No restriction
Category 2
Products applied to the axillae
 No restriction Category 7B
Leave-on products applied to the hair with some hand contact
 No restriction
Category 3
Products applied to the face/body using fingertips
 No restriction Category 8
Products with significant anogenital exposure
 No restriction
Category 4
Products related to fine fragrance
 No restriction Category 9
Products with body and hand exposure, primarily rinse off
 No restriction
Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
 No restriction Category 10A
Household care products with mostly hand contact
 No restriction
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
 No restriction Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
 No restriction
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
 No restriction Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
 No restriction
Category 5D
Baby Creams, baby Oils and baby talc
 No restriction Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
 No restriction
Category 6
Products with oral and lip exposure
 No restriction Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
 No restriction

Botanical

Name CAS Botanical Proportion
Tamarind 1 dried fruit Tamarindus indica L., fam. Leguminosae 0.19%
Olibanum, African (Oman) 8016-36-2 Boswellia frereana Birdwood, fam. Burseraceae 0.1%